Determination of Absolute Stereochemistry of 2-Alkylmorpholines by a13C NMR Study of Steroid Derivatives

Abstract

Information about the absolute stereochemistry (configuration) of some diastereomeric pairs of 2β-(2-alkylmorpholinyl)-3α-hydroxy-5α-pregnanes is available from the 13C chemical shifts of the C-3′ and C-5′ morpholine carbons. A series of anaesthetic compounds can be allocated to one group of R configuration at the 2-alkylmorpholine with C-3′ and C-5′ at around 51 and 52 ppm, and another group of S configuration with C-3′ and C-5′ at around 45 and 57 ppm.